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Cyclodextrin-based multifunctional supramolecular catalysts for aqueous CuAAC reaction

文献类型: 外文期刊

作者: Li, Jianbo 1 ; Feng, Xuepu 1 ; Wang, Wenting 1 ; Guo, Mengbi 2 ; Yang, Jing 1 ; Li, Xiang 1 ; Yang, Rui 1 ; Yang, Bo 1 ;

作者机构: 1.Kunming Univ Sci & Technol, Fac Sci, Kunming 650500, Peoples R China

2.Yunnan Acad Agr Sci, Ind Crop Res Inst, Kunming 650205, Yunnan, Peoples R China

关键词: Bioorthogonal chemistry; Click reaction; CuAAC; Supramolecular catalysis; Polycyclodextrin; Triazole

期刊名称:APPLIED CATALYSIS A-GENERAL ( 影响因子:5.5; 五年影响因子:5.5 )

ISSN: 0926-860X

年卷期: 2023 年 663 卷

页码:

收录情况: SCI

摘要: As an excellent bioorthogonal reaction, CuAAC reaction has been widely used in biological research. In this work, three cyclodextrin derivatives & beta;-CD-3, & beta;-CD-4 and CD-P were synthesized in different ways. Among them, use of trace amounts of the & beta;-CD-3 could efficiently promote the CuAAC reaction under mild conditions. Only using 20 ppm concentration of & beta;-CD-3-Cu(I), the TON of the reaction was up to 45,000, and the catalyst still has high catalytic activity after repeated cycling, which may be attributed to its chelating structure formed by coordination with copper more stable than & beta;-CD-4-Cu(I) and CD-P-Cu(I). In addition, we have also proved that the construction of supramolecular catalytic systems can effectively achieve extracellular click reactions at ultra-low concentrations, and therefore can be applied to the synthesis of various functional compounds such as catalysis, imaging, targeting and medicine.

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